Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA001264
PROPERTIES
| NPAID | NPA001264 |
|---|---|
| CLUSTER ID | 843 |
| NODE ID | 732 |
| NAME | Carquinostatin A |
| FORMULA | C21H23NO3 |
| MOLECULAR WEIGHT (Da) | 337.4190 |
| ACCURATE MASS (Da) | 337.1678 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | exfoliatus 2419-SVT2 |
| InChIKey | GBIKJKJPENMVHL-GFCCVEGCSA-N |
| InChI | InChI=1S/C21H23NO3/c1-11(2)5-6-14-7-8-17-16(10-14)18-19(22-17)15(9-12(3)23)13(4)20(24)21(18)25/h5,7-8,10,12,22-23H,6,9H2,1-4H3/t12-/m1/s1 |
| SMILES | CC1=C(C2=C(C3=C(N2)C=CC(=C3)CC=C(C)C)C(=O)C1=O)C[C@@H](C)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Shin-ya, Kazuo; Tanaka, Masahiro; Furihata, Kazuo; Hayakawa, Yoichi; Seto, Haruo Structure of carquinostatin A, a new neuronal cell protecting substance produced by Streptomyces exfoliatus Tetrahedron Letters 1993 34 (31) 4943-4944. | ||
|---|---|---|---|
| DOI | 10.1016/s0040-4039(00)74052-4 | PMID | - |
SYNTHESES
| CITATION 1 | Czerwonka R; Reddy KR; Baum E; Knölker HJ First enantioselective total synthesis of neocarazostatin B, determination of its absolute configuration and transformation into carquinostatin A. Chemical Communications 2006 (7) 711-713. DOI: 10.1039/b515674b PMID: 16465315 | ||
|---|---|---|---|
| CITATION 2 | Choshi T; Uchida Y; Kubota Y; Nobuhiro J; Takeshita M; Hatano T; Hibino S Lipase-catalyzed asymmetric synthesis of desprenyl-carquinostatin A and descycloavandulyl-lavanduquinocin. Chemical and Pharmaceutical Bulletin 2007 55 (7) 1060-1064. DOI: 10.1248/cpb.55.1060 PMID: 17603201 | ||
| CITATION 3 | Hieda Y; Choshi T; Uchida Y; Fujioka H; Fujii S; Hibino S Total synthesis of (±)-carquinostatin a, and asymmetric total synthesis of (R)-(-)-carquinostatin a and (s)-(+)-carquinostatin a. Chemical and Pharmaceutical Bulletin 2012 60 (12) 1522-1530. DOI: 10.1248/cpb.c12-00650 PMID: 23207633 | ||
